Leucomycin A8

Details

• Internal ID: 7a1fc1a2-e050-4414-8e9b-ef857a21361e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: [(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[(2S,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-5-acetyloxy-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl] acetate
• SMILES (Canonical): CC1CC=CC=CC(C(CC(C(C(C(CC(=O)O1)OC(=O)C)OC)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)OC(=O)C)(C)O)N(C)C)O)CC=O)C)O
• SMILES (Isomeric): C[C@@H]1C/C=C/C=C/[C@@H]([C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)OC(=O)C)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)C)(C)O)N(C)C)O)CC=O)C)O
• InChI: InChI=1S/C39H63NO15/c1-21-18-27(16-17-41)35(36(48-10)29(52-25(5)42)19-30(45)49-22(2)14-12-11-13-15-28(21)44)55-38-33(46)32(40(8)9)34(23(3)51-38)54-31-20-39(7,47)37(24(4)50-31)53-26(6)43/h11-13,15,17,21-24,27-29,31-38,44,46-47H,14,16,18-20H2,1-10H3/b12-11+,15-13+/t21-,22-,23-,24+,27+,28+,29-,31+,32-,33-,34-,35+,36+,37+,38+,39-/m1/s1
• InChI Key: ZGKBDJKFINKSNH-FRFMCBNZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₃NO₁₅
• Molecular Weight: 785.90 g/mol
• Exact Mass: 785.41977030 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 16
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

• Leukomycin A8
• Turimycin A2
• 18361-50-7
• 86ZEY6A2KR
• CHEBI:34818
• [(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[(2S,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-5-acetyloxy-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl] acetate
• UNII-86ZEY6A2KR
• Leucomycin V, 3,4(sup B)-diacetate
• BRN 1678589
• CHEMBL3251855
• LEUCOMYCIN V, 3,4B-DIACETATE
• Q27116285

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5966	59.66%
Caco-2	-	0.8605	86.05%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.9429	94.29%
Subcellular localzation	Mitochondria	0.5110	51.10%
OATP2B1 inhibitior	-	0.7254	72.54%
OATP1B1 inhibitior	+	0.8662	86.62%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9301	93.01%
P-glycoprotein inhibitior	+	0.7769	77.69%
P-glycoprotein substrate	+	0.7986	79.86%
CYP3A4 substrate	+	0.5763	57.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.8953	89.53%
CYP2C9 inhibition	-	0.9170	91.70%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9070	90.70%
CYP2C8 inhibition	+	0.6397	63.97%
CYP inhibitory promiscuity	-	0.9564	95.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4879	48.79%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9164	91.64%
Skin irritation	-	0.7935	79.35%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6815	68.15%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7336	73.36%
skin sensitisation	-	0.8716	87.16%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5312	53.12%
Acute Oral Toxicity (c)	IV	0.7139	71.39%
Estrogen receptor binding	+	0.5929	59.29%
Androgen receptor binding	+	0.6449	64.49%
Thyroid receptor binding	-	0.4891	48.91%
Glucocorticoid receptor binding	-	0.4768	47.68%
Aromatase binding	-	0.5452	54.52%
PPAR gamma	+	0.7724	77.24%
Honey bee toxicity	-	0.5464	54.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.6543	65.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.69%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.47%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	91.82%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.70%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.02%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.40%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.18%	97.28%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.08%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.89%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.73%	97.25%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	84.36%	91.83%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.30%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.89%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.53%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.36%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.28%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.71%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.77%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.47%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.41%	92.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.28%	97.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.07%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5282327
• LOTUS: LTS0059705
• wikiData: Q27116285